13C-NMR, Sample #3


Analysis: C6H10O
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C6H10O

From the molecular formula, the compound has "2 degrees of unsaturation" (2 double bonds or rings).

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The 13C NMR has 6 peaks, a quartet at 25 (a CH3), a triplet at 49 (a CH2), another quartet at 17 (another CH3), two doublets (a CH) , one at 124 and one at 131, and one singlet at 207. Since the molecule has six carbons and six 13C NMR peaks, there must be no symmetry. The singlet at 207 is in the carbonyl region, most likely an aldehyde or ketone. The CH3 groups at 17 and 25 are consistent with simple terminal methyl groups, with one slightly shifted by an mildly electronegative group (a carbonyl?). The doublets at 124 and 131 are in the alkene region, suggesting a -CHCH- group. The remaining CH2 group at 49 is probably deshielded by two electronegative groups.

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Structure: structure

IUPAC Name: 2-butanon-4-ene

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Copyright 1996, Paul R. Young, University of Illinois at Chicago, All Rights Reserved